4444 Old Sycamore Loop
Winter Garden, FL 34787
- 4 Beds
- 2 Baths
- 1,916 sqft
4 Beds
2 Baths
1,916 sqft
Local Information
-- mins to
Description
This home is exactly what you've been looking for! Immaculate 4-bedroom, 2-bath, one-story home with a 2-car garage in the sought-after community of Orchard Hills in Winter Garden. Ayden Elevation B by Ryland Homes with stunning curb appeal and an open floor plan boasting 9'4" ceilings throughout. Perfect for entertainment and or enjoying your own private, fenced backyard with tiled and screened-in patio... and no rear neighbors! Serene outdoor setting allows you to hear the entrance water fountain. Gourmet kitchen with granite countertops, 42-inch cabinets, stainless steel appliances with a double oven, and the perfect island. Master bedroom en-suite features a huge walk-in closet, double sinks, and large soaking tub. The fourth bedroom also has a walk-in closet. Separate laundry room with extra cabinets and the washer and dryer are included. Enjoy the community resort-style pool, clubhouse, dog park, playground, fitness center, and well-maintained common areas. Beautiful view of the nightly fireworks from Disney from this amazing community. Lawn maintenance is included in HOA. Winter Garden is a thriving city with shops and restaurants galore and the some of the best festivals around. Call to schedule your private showing today!
4444 Old Sycamore Loop, Winter Garden, FL 34787 is a 4 bedroom, 2 bathroom, 1,916 sqft single-family home built in 2015. It last sold for $560,000 on Apr 5, 2022. It is currently off market. The Trulia Estimate is $558,900, with a rent estimate of $2,993/month.
Home Highlights
Parking
Garage
Outdoor
Porch, Patio
View
No Info
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago
Home Details for 4444 Old Sycamore Loop
|
|---|
Heating & Cooling Heating: Forced AirCooling System: CentralHeating Fuel: Forced Air |
Levels, Entrance, & Accessibility Stories: 1Floors: Tile, Carpet |
Appliances & Utilities DryerWasher |
|
|---|
Exterior Home Features Roof: CompositionPatioPorch |
Parking & Garage GarageParking: Garage Attached |
|
|---|
Year Built Year Built: 2015 |
Property Type / Style Property Type: Single Family Home |
|
|---|
Units in Building: 1 |
|
|---|
Lot Area: 6098 sqft |
Price History for 4444 Old Sycamore Loop
| Date | Price | Event | Source |
|---|---|---|---|
| 04/05/2022 | $560,000 | Sold | N/A |
| 02/28/2022 | $550,000 | Pending | Stellar MLS #O6005349 |
| 02/22/2022 | $550,000 | Listed For Sale | Stellar MLS #O6005349 |
| 04/21/2015 | $283,500 | Sold | N/A |
Market trends in Winter Garden
Last updated May 2026
Avg. sale price
$592K
$1.67KMoM
Sale-to-List Price
98.3%
0.3%MoM
Price per sq ft
$248
$3MoM
Available listings
744
17MoM
Property Tax and Assessment
| Year | 2024 |
|---|---|
| Tax | $7,045 |
| Assessment | $455,503 |
Home facts updated by county records
Comparable Sales for 4444 Old Sycamore Loop
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.23 | Single-Family Home | $557,500 | 01/16/26 | 4 | 2 | 2,019 | |
0.26 | Single-Family Home | $565,000 | 06/17/26 | 3 | 2 | 2,075 | |
0.20 | Single-Family Home | $572,000 | 12/05/25 | 4 | 3 | 2,224 | |
0.08 | Single-Family Home | $625,000 | 02/03/26 | 4 | 3 | 2,548 | |
0.05 | Single-Family Home | $650,000 | 11/14/25 | 5 | 3 | 2,514 | |
0.18 | Single-Family Home | $595,000 | 08/22/25 | 4 | 2.5 | 2,614 | |
0.40 | Single-Family Home | $550,000 | 06/05/26 | 4 | 2 | 2,115 | |
0.36 | Single-Family Home | $570,000 | 02/20/26 | 4 | 2 | 2,019 | |
0.38 | Single-Family Home | $490,000 | 05/04/26 | 3 | 2 | 2,120 | |
0.51 | Single-Family Home | $520,000 | 10/12/25 | 4 | 2 | 2,115 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 4444 Old Sycamore Loop.
What Locals Say about Winter Garden
At least 511 Trulia users voted on each feature.
92 % Say it's dog friendly
88 % Say there are sidewalks
86 % Say car is needed
83 % Say parking is easy
81 % Say there's holiday spirit
78 % Say kids play outside
76 % Say it's quiet
75 % Say streets are well-lit
74 % Say people would walk alone at night
72 % Say yards are well-kept
61 % Say they plan to stay for at least 5 years
54 % Say neighbors are friendly
54 % Say there's wildlife
50 % Say it's walkable to grocery stores
47 % Say it's walkable to restaurants
43 % Say there are community events
Sourced by Trulia users. Learn more about our methodology.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections

